Enzymic synthesis of HexNAc-containing disaccharide glycosides.
The following disaccharide glycosides were obtained from the appropriate donor and acceptor glycosides by employing glycosidases from the mollusc Chamelea gallina as catalysts: alpha-D-Galp-OMe (N-acetyl-alpha-D- galactosaminidase), beta-D-GalpNAc-(1----3)-beta-D-Galp-OMe, beta-D-GlcpNAc-(1----3)-beta-D-Galp-OMe, and beta-D-GlcpNAc-(1----6)-alpha-D-Manp-OMe (N-acetyl-beta-D-hexosaminidase). The regioselectivity of the N-acetyl-beta-D-hexosaminidase-catalysed reactions depended on the anomeric configuration of the acceptor. Thus, alpha-D-Galp-OMe gave beta-D-GlcpNAc- (1----6)-alpha-D-Galp-OMe almost exclusively, whereas beta-D-Galp-OMe gave beta-D-GlcpNAc-(1----3)-beta-D-Galp-OMe and beta-D-GlcpNAc-(1----6)-beta-D-Galp-OMe in almost equal amounts. The isolation of the products by chromatography was straightforward.
Nilsson
K G
KG
Carbohydrates International, Arlöv, Sweden.
D000818:Animals; D002240:Carbohydrate Sequence; D004187:Disaccharides / Q000138:chemical synthesis*; D006026:Glycoside Hydrolases / Q000378:metabolism*; D006027:Glycosides / Q000138:chemical synthesis*; D008969:Molecular Sequence Data; D008974:Mollusca / Q000201:enzymology
D004187:Disaccharides; D006027:Glycosides; D006026:Glycoside Hydrolases